Montgomery Hotel Guide - Hotels with Pool in Montgomery, New York

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Check availability on Montgomery Hotels with Pool

Our top choices for Montgomery hotels with a pool

Exterior

Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
10.0 out of 10, Exceptional, (3 reviews)
The price is €184
includes taxes & fees
13 May - 14 May
Historic Cabin with Pool & Fire Pit
Seasonal outdoor pool

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,011 reviews)
  • cleanliness
    Majestic seasonal pool beckons with mountain views, perfect for summer relaxation after exploring scenic Bear Mountain trails.
The price is €166
includes taxes & fees
13 May - 14 May
Overlook Lodge at Bear Mountain
Seasonal outdoor pool, pool umbrellas, pool loungers

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.8 out of 10, Excellent, (41 reviews)
  • cleanliness
    Splash into aquatic adventures at this family retreat with an outdoor pool, playful toys, and refreshing waters.
The price is €339
includes taxes & fees
31 May - 1 Jun
LEGOLAND Hotel NEW York
Indoor pool

The Alder at Resorts World Catskills

The Alder at Resorts World Catskills
2.0 star property
Monticello
8.2 out of 10, Very good, (217 reviews)
  • cleanliness
    Enjoy all-season splashes in the indoor aquatic oasis, where relaxation flows as freely as the water at this Catskills retreat.
The price is €153
includes taxes & fees
28 May - 29 May
The Alder at Resorts World Catskills
BBQ/picnic Area

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,007 reviews)
  • cleanliness
    Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.
The price is €105
includes taxes & fees
28 May - 29 May
Hampton Inn by Hilton Middletown
Indoor pool, pool loungers

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1,012 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary promises relaxation near LEGOLAND, with loungers for post-adventure unwinding.
The price is €123
includes taxes & fees
17 May - 18 May
Holiday Inn Express Hotel & Suites Chester by IHG
Indoor pool

Hampton Inn Monticello

Hampton Inn Monticello
2.5 star property
Monticello
9.4 out of 10, Exceptional, (651 reviews)
  • cleanliness
    Splash into indoor pool comfort at this Hampton Inn with fitness centre and free breakfast buffet.
The price is €151
includes taxes & fees
25 May - 26 May
Hampton Inn Monticello
Indoor pool

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (1,008 reviews)
  • cleanliness
    Immerse in a serene aquatic escape at this family-friendly hotel featuring a pristine indoor pool and relaxation hot tub.
The price is €124
includes taxes & fees
26 May - 27 May
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Indoor pool

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very good, (1,009 reviews)
  • cleanliness
    Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions.
The price is €110
includes taxes & fees
26 May - 27 May
Courtyard by Marriott Middletown Goshen
Seasonal outdoor pool

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (618 reviews)
  • cleanliness
    Take a dip in the seasonal outdoor pool, a refreshing retreat with mountain views.
The price is €109
includes taxes & fees
18 May - 19 May
Days Inn by Wyndham Wurtsboro
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Montgomery

Breakfast included
Hot tub

Top Montgomery Hotel Reviews

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

10/10 Excellent
"El servicio fue mejor de lo esperado! Lo recomiendo totalmente."
claudia 1-night trip
Posted 9 hours ago
Americas Best Value Inn New Paltz

Frequently asked questions

What are some accommodation options with pools in Montgomery?
Holiday Inn Express & Suites Montgomery by IHG: Hotel located near Resorts World Catskills. Features a children's pool, an indoor pool and a water park. Super 8 by Wyndham Montgomery Maybrook: Features continental, an indoor pool and complimentary high-speed (wired) Internet access. Borland House Inn: Hotel, 4-minute walk from Resorts World Catskills. Offers 6 restaurants, a pool and a full-service spa. The Kartrite Resort & Indoor Waterpark: Provides a snack bar/deli, an indoor pool and free self parking. Spark by Hilton Fishkill: Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool and a snack bar/deli.
What is there to see and do in Montgomery?
Surround yourself with nature at Thomas Bull Memorial Park and Orange County Arboretum. During your stay, visit sights such as City Winery Hudson Valley, Highland Lakes State Park and Orange County Tennis Center. You'll also discover lots of options for restaurants in Montgomery.
When is the best time to book a hotel with a pool in Montgomery?
Taking the local weather in Montgomery into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Montgomery are January, February, March and April, with each month seeing an average of 16 cm of snowfall.